49 Screenshots Of Awkward Messages That Are Way, Way, Way, Way, Way, Way, Way Funnier Than They Should Be

Table of Contents

1. This guy who can’t believe people are paying for AI services:

Tweet exchange discussing AI subscription service: One user joked about having multiple AI subscriptions for different tasks, such as writing and research

2. This guy just wanted to share a stupid joke:

Facebook post: A joke about naming a child, a pun on Kevin Bacon's name, followed by a comment sharing an aggressive cancer resurgence, ending with well wishes

3. This person asking about cooking tips:

Online posts discuss using paper towels to thicken sauces like ketchup or meat sauce, claiming it dissolves during cooking

4. The person who commented on a video ready or Not (2019):

Screenshot of a comment thread discussing the film of the same name "ready or Not."

5. The person whose comment was misunderstood:

Two users commented: One said "I can't stop listening to it" second reply "You have to press where it says

6. The man received a surprising message on his car’s screen:

A message appears on the vehicle's dashboard screen urging attacks and violence against police and encouraging armed militias

7. This person who asked other people how their grandma died:

Social media exchange: A expresses missing grandma; B insensitively asks her if she was hit by a rocket launcher; A responds to cancer remarks

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8. Members of this Reddit subreddit were asked an unpredictable question:

A Reddit post shows an open pipe, humorously questioning whether it could be used as a toilet due to the lack of bathroom facilities

9. This person left a restaurant review on the wrong page:

Tornes Nuclear Power Station review: Complaints about bad food and uncomfortable beds. The owner asked if this was the correct place to review

Comment said:

“The food was terrible and the beds were uncomfortable”

The owner replied:“Good morning [redacted]. Can you confirm if this comment is indeed in reference to our nuclear power station in Tones? If so, I’d love to hear more about your concerns. Please get in touch via social media…”

10. People who read about someone’s pain in this online group:

A post from the Nutrition subreddit in which a user humorously complains about too much gas in their apartment and a broken air purifier

11. Here’s the guy who tried to point out how dangerous this “prank” is:

A waffle with push pins is placed above the text message discussing the child's unusual behavior and parenting challenges

The text on the video says: “My son just begged me to take a bite of a waffle with a thumbtack hidden inside so the answer is no Janet, I’m not considering having more kids”

Comment said:

“Hey, it’s not a prank, it’s not funny, kids don’t usually do that.”

The author replied:

“Talk to me when you’re a boy mom 😉”

12. This person saw this frustrating response in their post:

Social media comments humorously suggest smashing things with hammer, followed by introspective reflections on loneliness and identity

13. This guy got dragged in the YouTube comments:

Comment exchange on social media: one user tells another user "Write off the baby boomers." The reply boasted about online longevity and dismissed the original comment

14. This guy who tried to start talking about music:

Screenshot of a Reddit discussion in which users paid for a video involving footsteps and music, followed by a mod stating that the subreddit would be closed for a week

15. These are the parents whose sons can’t read the room:

Screenshot of a Reddit post about mistaking a parent’s argument for a rap battle and adding ventriloquism to the mix

16. This dentist’s patient was caught off guard:

The Reddit post reads: "The dentist stared at the tooth and asked about Slovenia, then refused to explain. Chaos ensues."

17. This guy saw a very strange photo of someone’s eyes:

Close-up of two brown eyes following a conversation about eye color and personal preferences

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18. The man who learned new poker cards:

Screenshot of a humorous online comment thread about a playing card display "161 clubs."

19. These are the family members who are in no mood to find someone to provide relief during an emergency:

Reddit post by u/AmItheAsshole about connecting an AirPod to check if it was playing in his niece's body after she swallowed it

20. These people got the stupidest messages ever in their online groups:

A Reddit post discusses a man's story of losing his virginity near a women's prison, questioning how often such incidents occur

twenty one. Dear neighbor:

A tweet humorously shared a story about asking a neighbor if mowing the lawn would disturb a baby, to which the neighbor responded humorously

twenty two. This person got an overwhelming response after posting the question:

Quora question about muscle pain after anesthesia; response suggests possible abuse and recommends seeking CCTV footage and legal help

twenty three. This guy tried to explain human anatomy:

A post on Reddit asked about chest protection. The reply described a scene involving a spear and a lion in a cage

The comment under the question said:

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“I give you a spear and there is a lion in the cage. I ask you to poke the lion through the cage. Can you do it?”

The reply said:

“No, I can’t bring myself to do that.”

twenty four. This delivery boy received important instructions:

A delivery note displayed on the mobile phone screen asking to leave the package at the front door and humorously asking not to look inside while it is delivered

25. This grandma received an emoticon:

The social media post features an image of a cat with a fire effect added. The text below says, "God, he had a headache."

26. This business owner who received the comment:

Comment: I have never been to this place and wash my car at home. Reply: Awesome

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27. This person needs a new therapist:

Hand holding a picture of a bird in a cage with the words: "My therapist gave me this and said,

28. This guy gave some hygiene advice:

Social media post summary: A user asked for advice on removing odor from his gaming chair, mentioned trying wet wipes, and received comments about hygiene

Post title:

“How to Get Smell Out of a Gaming Chair.”

postal:

“A common problem people have to face is that their gaming chairs start to stink, mine started to stink too, it’s very unpleasant and my girlfriend recently started complaining about it which really pisses me off.

I’ve tried wiping with a wet wipe but the smell doesn’t seem to go away, any suggestions? How do you remove the odor? “

Comment:

“Improve your hygiene habits. As long as you maintain proper hygiene, sitting on things will not produce that smell at all.”

OP replied:

“Wow, the community here is very picky.”

29. This person had a Snapchat with someone they saw on a dating app:

People Found Searching Their Snapchat From Dating Profiles

30. This guy who just wants to get his car battery and go home:

Tweeting about a $220 car battery. What follows is a joke about the purchase of 99 batteries, totaling $23,000. The person's response was, "OK"

31. This person’s mother is eating food:

Text conversation: Mom says her uncle gave her a gummy but hasn't felt anything yet. later text "Hamburger." The recipient replies to confirm the effect

32. This person received a serious syntax error:

Text conversation: "what happened?" "Cheating." "Who chooses."

33. This person asked for more details about the barista’s bad day:

Tottapola posted on Reddit asking if they would be fired for biting a customer's hand. Respond to express skepticism and question the action

Post title:“Am I going to get fired?”

postal:

“Last week, a customer walked past me on the reg, pointed at the menu, and I bit his hand hard”

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Comment:

Your first reaction was to bite him? !

OP replied:

“No, I have time to think about it”

34. This guy got probation for his Tinder match:

Tinder Chat: Ask the other person if they're watching "rick and morty" And smoke pot. Response: "No" and "Give it a try"

35. This person received an unexpected request from an Uber Eats driver:

Text exchange between customer and Uber Eats driver about cookies smelling delicious; driver asks for some

36. This guy’s DoorDash driver was extremely rude:

Screenshot of a text message conversation about a DoorDash order involving a McDonald's bag. Comments mention listening to Skrillex

37. This person who made the typo:

Chat conversation jokes; start with "Gu Gu" and "Thanks," followed by "when you give crumbs to pigeons" as a humorous title

38. This guy was asked out by a very, uh, creative writer:

People convey their every gesture

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39. This person who feels uncomfortable:

A series of text messages with spelling errors corrected "forget it" and stern reply

40. This person made a very wrong assumption:

Someone thinks it is inappropriate for someone to wear Chinese clothing and the person replies that they are Chinese

41. The customer service representative sends this person a message:

Text exchange joke: someone says the name of their contact "Mama Qiao" and was asked about his interest in the Nissan Rogue Sport.

42. People who saw this Tinder profile:

Name on Tinder cheating on husband

43. This person got feedback on his flirting skills:

Text conversation: "I had never spoken to a woman before." reply: "No, it's okay. You did a great job. Just maybe don't start with

44. This person checking someone’s health:

Comment exchange: A post from 17 years ago wrote, "The baby sneezed and the mother was scared." A recent reply asked, "are you still alive?"

45. The man who met the world’s biggest gatekeeper:

Someone asked a person where they got their food and they replied that they wouldn't tell them

46. This person discovers something they wish they had never had:

My wife named our son after her first love, but I didn't know

47. This person who received a private message from a stranger:

The stranger had a convo and said it was because I cheated so I wonder if he was getting back at me

48. This person opened his phone and saw this confession:

I know there are probably a lot of people messaging you, but you make my blood boil

49. Finally, this guy who was caught trying to defraud:

Someone tried to say he was beaten and then posted a selfie, to which he replied that it was strawberry jam.

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